title: Enantioselective synthesis of 2-substitued-tetrahydroisoquinolin-1-yl glycine derivatives via oxidative cross-dehydrogenative coupling of tertiary amines and chiral nickel(II) glycinate.
abstract: The asymmetric synthesis of 2-substituted-tetrahydroisoquinolin-1-yl glycines was achieved by an oxidative cross-dehydrogenative coupling (CDC) reaction. This method for activation of the α-C-H bonds of amines with chiral nickel(II) glycinate using o-chloranil as the sole oxidant afforded highly diastereoselective coupling adducts. The decomposition of coupling adducts readily afforded 2-substituted-tetrahydroisoquinolin-1-yl glycine derivatives.
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203, China.
authors.forename: Shengbin
authors.initials: S
authors.lastname: Zhou
authors.forename: Jiang
authors.initials: J
authors.lastname: Wang
authors.forename: Daizong
authors.initials: D
authors.lastname: Lin
authors.forename: Fei
authors.initials: F
authors.lastname: Zhao
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D000588:Amines / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D006865:Hydrogenation; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000588:Amines; D007546:Isoquinolines; D009942:Organometallic Compounds; D009532:Nickel; D005998:Glycine